Abstract
5H-Dibenzo[a, d]cyclohepten-5-ol1 can undergo Ritter reaction with acetonitrile and sulfuric acid to afford either the acetamide derivative2 or the multicyclic amide3 depending on the conditions used. The X-ray structure of the inclusion compound of3 with benzene is reported here and analysed in structural terms. This material [(C19H18N2O)−(C6H6),Cc,a=10.694(5),b=22.843(5),c=9.901(4) A,β=124.02(2)°,Z=4,R=0.054] has molecules of3 linked by −N−H⋯O=C intermolecular hydrogen bonds to form parallel chains alongc. Additional inter-host stabilisation is achieved by face-face interactions involving one of the two benzo rings of3. A hydrogen atom of the other host benzo group participates in an edge-face interaction with the benzene guest molecule to produce the inclusion compound. Benzene⋯benzene inter-guest interactions provide a further, but minor, contribution to the net stability of the structure.
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